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A green synthetic approach to the synthesis of Schiff bases from 4-amino-2-thioxo-1,3-diazaspiro[5.5]undec-4-ene-5-carbonitrile as potential anti-inflammatory agents. 以潜在抗炎剂4-氨基-2-硫氧基-1,3-重氮斯匹罗[5.5]十一-4-烯-5-碳腈为原料合成希夫碱的绿色合成方法
Bioorganicheskaia khimiia Pub Date : 2014-05-01
Sh A Abdel-Mohsen, E M Hussein
{"title":"A green synthetic approach to the synthesis of Schiff bases from 4-amino-2-thioxo-1,3-diazaspiro[5.5]undec-4-ene-5-carbonitrile as potential anti-inflammatory agents.","authors":"Sh A Abdel-Mohsen,&nbsp;E M Hussein","doi":"","DOIUrl":"","url":null,"abstract":"<p><p>A green, novel, rapid, and efficient protocol is developed for the synthesis of various Schiffbases from 4-amino-2-thioxo-1,3-diazaspiro[5.5]undec-4-ene-5-carbonitrile using ammonium chloride as a very inexpensive and readily available reagent in refluxing ethanol. High yields, easy work-up, and short reaction times are advantages of this environmentally benign procedure. The prepared compounds were screened for their anti-inflammatory activity \"at a dose of 10 mg/kg body weight\", which revealed promising activities relative to indomethacin used as a reference standard in this study.</p>","PeriodicalId":9325,"journal":{"name":"Bioorganicheskaia khimiia","volume":"40 3","pages":"370-6"},"PeriodicalIF":0.0,"publicationDate":"2014-05-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"33239062","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Synthesis of some new bistriazolidine derivatives and their biological activity. 一些新的双三唑烷衍生物的合成及其生物活性。
Bioorganicheskaia khimiia Pub Date : 2014-05-01
Amal S Yanni
{"title":"Synthesis of some new bistriazolidine derivatives and their biological activity.","authors":"Amal S Yanni","doi":"","DOIUrl":"","url":null,"abstract":"<p><p>Aromatic aldazines with thiocyanates in glacial acetic acid produce corresponding bistriazolidine derivatives via criss-cross cycloaddition reaction. The chemical structure was confirmed by elemental and spectral analysis. Biological activity against some microorganisms was tested.</p>","PeriodicalId":9325,"journal":{"name":"Bioorganicheskaia khimiia","volume":"40 3","pages":"377-8"},"PeriodicalIF":0.0,"publicationDate":"2014-05-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"33239063","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Synthesis of somenew hybride molecules containing several azole moieties and investigation of their biological activities. 几种含氮杂合分子的合成及其生物活性研究。
Bioorganicheskaia khimiia Pub Date : 2014-05-01
Sule Ceylan, Hacer Bayrak, Ahmet Demirbas, Serdar Ulker, Sengul Alpay-Karaoglu, Neslihan Demirbas
{"title":"Synthesis of somenew hybride molecules containing several azole moieties and investigation of their biological activities.","authors":"Sule Ceylan,&nbsp;Hacer Bayrak,&nbsp;Ahmet Demirbas,&nbsp;Serdar Ulker,&nbsp;Sengul Alpay-Karaoglu,&nbsp;Neslihan Demirbas","doi":"","DOIUrl":"","url":null,"abstract":"<p><p>1,2,4-Triazole-3-one prepared from tryptamine was converted to the corresponding carbotioamides by several steps. Their treatment with ethyl bromoacetate or 4-chlorophenacyl bromide produced the corresponding 5-oxo-1,3-thiazolidine or 3-(4-chlorophenyl)-1,3-thiazole derivatives. Acetohydrazide derivative that was obtained starting from tryptamine, was converted to the corresponding Schiff basis and sulfonamide by the treatment with suitable aldehydes and benzensulphonyl chloride, respectively. 2-[(4-Amino-5-thioxo-4,5-dihydro-1H-1,2,4-triazole-3-yl)methyl]-4-[2-(1H-indole-3-yl)ethyl]-5-methyl-2,4-dihydro-3H-1,2,4-triazole-3-one was synthesized starting from hydrazide via the formation of the corresponding 1,3,4-oxadiazole compound, while the other bitriazole compounds were obtained by intramolecular cyclisation of carbothioamides in basic media. The treatment of 1,2,4-triazole or 1,3,4-oxadiazole compound with several amines generated the corresponding Mannich bases. Ethyl (2-amino-1,3-thiazole-4-yl)acetate was converted to the corresponding 1,3,4-oxadiazole derivative, arylidenehydrazides, 1,2,4-triazole-3-one and 5-oxo-1,3-oxazolidine derivatives by several steps. The structural assignments of new compounds were based on their elemental analysis and spectral (FT IR, 1H NMR, 13C NMR and LC-MS) data. The antimicrobial, antilipase and antiurease activity studies revealed that some of the synthesized compounds showed antimicrobial, antilipase and/or antiurease activity.</p>","PeriodicalId":9325,"journal":{"name":"Bioorganicheskaia khimiia","volume":"40 3","pages":"341-56"},"PeriodicalIF":0.0,"publicationDate":"2014-05-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"33239060","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
[Caspases participarion in the cell death induced by GD2-specific monoclonal antibody]. [Caspases参与gd2特异性单克隆抗体诱导的细胞死亡]。
Bioorganicheskaia khimiia Pub Date : 2014-05-01
P A Vishniakova, I I Doronin, I V Holodenko, D Iu Riazantsev, I M Molotkovskaia, R V Holodenko
{"title":"[Caspases participarion in the cell death induced by GD2-specific monoclonal antibody].","authors":"P A Vishniakova,&nbsp;I I Doronin,&nbsp;I V Holodenko,&nbsp;D Iu Riazantsev,&nbsp;I M Molotkovskaia,&nbsp;R V Holodenko","doi":"","DOIUrl":"","url":null,"abstract":"<p><p>The participation of the main caspases in the cytotoxic effects induced by monoclonal antibody 14G2a specific against tumor-associated ganglioside GD2 was studied in the EL-4 cells. It has been found constitutive expression ofprocaspases genes in the EL-4 cells; incubation of the cells with 14G2a antibodies didnot result in increasing of the procaspases expression. Weak enzymatic activity of caspases has been shown using fluorescent labeled substrates. At the same cell death level, activity of caspase-3 and caspase-9 in the cells incubated with 14G2a was about 7.5- and 3-fold lower than in cells after incubation with staurosporine. Pan caspase inhibitor Z-VAD-FMK, and caspase-3 inhibitor reduced the cytotoxic effects induced by 14G2a at 9-16 and 6-13%, respectively. At the same conditions, pan caspase inhibitor decreased staurosporine-induced apoptosis at 55-65%. Inhibitors of other caspases had no effect on the cell death triggered by the antibodies. Inhibition analysis demonstrated also that caspases did not involved in the cell volume decreasing and permeabilization of the cell plasma membrane, which were the first stages of anti-GD2-mAb-induced cell death in the EL-4 cells. Thus, despite the slight activation of caspases during the cell death induced by antibodies directed to GD2, they do not play a key role and do not determine the mechanism of cell death triggered through the tumor-associated ganglioside GD2.</p>","PeriodicalId":9325,"journal":{"name":"Bioorganicheskaia khimiia","volume":"40 3","pages":"305-14"},"PeriodicalIF":0.0,"publicationDate":"2014-05-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"33239059","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Synthesis and evaluation of in vitro antimicrobial activity of novel 2-[2-(aroyl)aroyloxy]methyl-1,3,4-oxadiazoles. 新型2-[2-(芳基)芳氧基]甲基-1,3,4-恶二唑的合成及体外抗菌活性评价。
Bioorganicheskaia khimiia Pub Date : 2014-05-01
V Girish, Noor Fatima Khanum, H D Gurupadaswamy, Shaukath Ara Khanum
{"title":"Synthesis and evaluation of in vitro antimicrobial activity of novel 2-[2-(aroyl)aroyloxy]methyl-1,3,4-oxadiazoles.","authors":"V Girish,&nbsp;Noor Fatima Khanum,&nbsp;H D Gurupadaswamy,&nbsp;Shaukath Ara Khanum","doi":"","DOIUrl":"","url":null,"abstract":"<p><p>Synthetic pathway of the ten novel 2-[2-(aroyl)aroyloxy]methyl-1,3,4-oxadiazoles as new potential antimicrobial agents is illustrated. Intramolecular cyclization of 2-(2-aroylaryloxy) aceto hydrazides to 2-[2-(aroyl)aroyloxy]methyl-1,3,4-oxadiazoles was achieved with triethyl orthoformate in good yields. The compounds were characterized by IR, 1H NMR, mass spectra and by means of CHN analysis. The target compounds were tested for their in vitro antimicrobial activity against representative strains by disc diffusion method and micro dilution methods. Several compounds showed antimicrobial activity comparable with or higher than the standard drugs.</p>","PeriodicalId":9325,"journal":{"name":"Bioorganicheskaia khimiia","volume":"40 3","pages":"357-62"},"PeriodicalIF":0.0,"publicationDate":"2014-05-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"33238492","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Synthesis and antimicrobial activity of some new substituted pyrido[3',2':4,5]thieno[3,2-d]-pyrimidinone derivatives. 新型取代吡啶[3′，2′:4,5]噻吩[3,2-d]-嘧啶衍生物的合成及抑菌活性研究。
Bioorganicheskaia khimiia Pub Date : 2014-05-01
Ahmed A Fayed, Abd El-Galil E Amr, Mohamed A Al-Omar, Elsayed E Mostafa
{"title":"Synthesis and antimicrobial activity of some new substituted pyrido[3',2':4,5]thieno[3,2-d]-pyrimidinone derivatives.","authors":"Ahmed A Fayed,&nbsp;Abd El-Galil E Amr,&nbsp;Mohamed A Al-Omar,&nbsp;Elsayed E Mostafa","doi":"","DOIUrl":"","url":null,"abstract":"<p><p>A series of new 3-substituted-7-(2-chloro-6-ethoxypyridin-4-yl)-9-(2,4-dichlorophenyl)-2-methylpyrido[3',2':4,5]thieno[3,2-d]pyrimidin-4(3H)-one derivatives were synthesized as antimicrobial agents using 7-(2-chloro-6-ethoxypyridin-4-yl)-9-(2,4-dichlorophenyl)-2-methyl-4H-pyrido[3',2':4,5]thieno[3,2-d]-[1,3]oxazin-4-one as a starting compound. Its condensation with substituted aniline derivatives or phenyl hydrazine gave the corresponding N-substituted derivatives. Treatment of the starting compound with hydrazine hydrate afforded the corresponding N-amino derivative, which was reacted with substituted phenylisocyanate and phenylisothiocyanate derivatives to give the corresponding semicarbazides and thiosemicarbazide derivatives. All the newly synthesized compounds were evaluated for their antimicrobial activities in comparison to streptomycin and fusidic acid as positive controls. The structure assignments of the new compounds are based on chemical and spectroscopic evidence.</p>","PeriodicalId":9325,"journal":{"name":"Bioorganicheskaia khimiia","volume":"40 3","pages":"335-40"},"PeriodicalIF":0.0,"publicationDate":"2014-05-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"33239064","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Rapid synthesis and lipase inhibition activity of some new benzimidazole and perimidine derivatives. 一些新的苯并咪唑和嘧啶衍生物的快速合成及其脂肪酶抑制活性。
Bioorganicheskaia khimiia Pub Date : 2014-05-01
E Menteşe, F Yılmaz, N Karaali, S Ülker, B Kahveci
{"title":"Rapid synthesis and lipase inhibition activity of some new benzimidazole and perimidine derivatives.","authors":"E Menteşe,&nbsp;F Yılmaz,&nbsp;N Karaali,&nbsp;S Ülker,&nbsp;B Kahveci","doi":"","DOIUrl":"","url":null,"abstract":"<p><p>This study presents a synthesis of new series of some benzimidazole, bisbenzimidazole and perimidine derivatives via microwave technique, which, leads to the good product yields and short reaction times. The structure of newly synthesized compounds was confirmed by 1H-NMR and 13C-NMR spectra. These compounds were screened for their lipase inhibition activity. Then, all compounds were evaluated with regard to pancreatic lipase activity, and some of the 2-substituted perimidines, bisperimidine and bisbenzimidazole derivatives showed lipase inhibition at various concentrations.</p>","PeriodicalId":9325,"journal":{"name":"Bioorganicheskaia khimiia","volume":"40 3","pages":"363-9"},"PeriodicalIF":0.0,"publicationDate":"2014-05-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"33238493","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
[Synthesis, isomery, and hypotensive activity of thiethane-containing ylidenehydrazides of uracilylacetic acid]. [尿酰基乙酸含硫酰基肼的合成、异构和降压活性]。
Bioorganicheskaia khimiia Pub Date : 2014-05-01
S A Meshcheriakova, V A Kataev, K V Nikolaeva, V N Perfilova, D D Borodin, I N Tiurenkov
{"title":"[Synthesis, isomery, and hypotensive activity of thiethane-containing ylidenehydrazides of uracilylacetic acid].","authors":"S A Meshcheriakova,&nbsp;V A Kataev,&nbsp;K V Nikolaeva,&nbsp;V N Perfilova,&nbsp;D D Borodin,&nbsp;I N Tiurenkov","doi":"","DOIUrl":"","url":null,"abstract":"<p><p>Using reaction of hydrazide 2-[6-methyl-1-(thiethane3-yl)uracil-3-yl]acetic acid with arylaldehydes and acetophenone derivatives were obtained acylhydrazones, which exist in DMSO solution as a mixture of two stereoisomers of a E(C=N)-isomer for due to hindered internal rotation around the hydrazide bond. It was revealed that the synthesized compounds exhibit antihypertensive activity.</p>","PeriodicalId":9325,"journal":{"name":"Bioorganicheskaia khimiia","volume":"40 3","pages":"327-34"},"PeriodicalIF":0.0,"publicationDate":"2014-05-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"33239058","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Application of response surface methodology in enzymatic synthesis: a review. 响应面法在酶合成中的应用综述。
Bioorganicheskaia khimiia Pub Date : 2014-05-01
Mansour Ghaffari-Moghaddam, Zahra Yekke-Ghasemi, Mostafa Khajeh, Mansoureh Rakhshanipour, Yamin Yasin
{"title":"Application of response surface methodology in enzymatic synthesis: a review.","authors":"Mansour Ghaffari-Moghaddam,&nbsp;Zahra Yekke-Ghasemi,&nbsp;Mostafa Khajeh,&nbsp;Mansoureh Rakhshanipour,&nbsp;Yamin Yasin","doi":"","DOIUrl":"","url":null,"abstract":"<p><p>There are very chemical reactions with very slow rates which can be catalyzed by enzymes. These biocatalysts need to moderate conditions for their catalytic activity and are stable in low temperature (between 15-50°C), average pH (5-10) and aqueous media. One of important things in enzymatic synthesis which has been recently noticed is the yield of reactions. Nowadays wide application of response surface methodology (RSM) was observed in organic chemistry. In one-variable-at-a-time technique only one parameter is changed and other parameters are kept at a constant level. It does not study the interactive effects among the variables, and does not illustrate the complete effects of the parameters on the process. Increasing the yield of product without increase in casts is carried out by modeling and optimization of reaction variables through statistical techniques such as RSM. In this paper, we reviewed some articles that used the RSM for optimization in the enzymatic synthesis.</p>","PeriodicalId":9325,"journal":{"name":"Bioorganicheskaia khimiia","volume":"40 3","pages":"275-85"},"PeriodicalIF":0.0,"publicationDate":"2014-05-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"33239148","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Construction of a novel guest biomimetic glutathione peroxidase with solvent-dependent catalytic behavior by incorporating the active center into adamantyl molecule. 将活性中心掺入金刚烷基分子，构建具有溶剂依赖性催化行为的新型客仿生谷胱甘肽过氧化物酶。
Bioorganicheskaia khimiia Pub Date : 2014-03-01
Yanzhen Yin, Chao Lang, Xiaoxi Hua, Zhongfeng Shia, Yun Wang, Shufei Jiao, Chengxiang Cai, Junqiu Liu
{"title":"Construction of a novel guest biomimetic glutathione peroxidase with solvent-dependent catalytic behavior by incorporating the active center into adamantyl molecule.","authors":"Yanzhen Yin,&nbsp;Chao Lang,&nbsp;Xiaoxi Hua,&nbsp;Zhongfeng Shia,&nbsp;Yun Wang,&nbsp;Shufei Jiao,&nbsp;Chengxiang Cai,&nbsp;Junqiu Liu","doi":"","DOIUrl":"","url":null,"abstract":"<p><p>A novel guest biomimetic glutathione peroxidase (3,3'-tellurobis(propane-3,1-diyl) diadamantanecarboxylate, denoted as ADA-Te-ADA) was synthesized. ADA-Te-ADA functioned to overcome the disadvantages in the construction of building block for giant supramolecular biomimetic enzyme. To reveal the catalytic property of hydrophobic ADA-Te-ADA, the catalytic mechanism was investigated using PBS (phosphate buffer (pH 7.0. 50 mM))/methanol solvent mixture as assay solution. Itindicated that ADA-Te-ADA exhibited typical enzyme catalytic behavior by saturation kinetics measurement. Importantly, ADA-Te-ADA exhibited the typical solvent-dependent catalytic behavior. And the highest catalytic rate 4.29 µM x min-1 was obtained when the volume ratio of PBs: methanol was 5 : 5. Especially, the catalytic rates obtained based on various substrates proved that ADA-Te-ADA slightly displayed special substrate selectivity, which was the ideal catalytic characterization of building block for giant supramolecular biomimetic enzyme. The successfully synthesis of ADA-Te-ADA might highlight for the understanding of the catalytic mechanism of hydrophobic guest biomimetic glutathione peroxidase. And it also might provide the basement for the construction of giant supramolecular biomimetic enzyme.</p>","PeriodicalId":9325,"journal":{"name":"Bioorganicheskaia khimiia","volume":"40 2","pages":"178-85"},"PeriodicalIF":0.0,"publicationDate":"2014-03-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"33236592","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
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